Dimethylformamide → ethyl 3-[1-[4-(1-methyl-1H-benzimidazol-2-ylmethoxy)benzyl]-3-phenyl-1H-pyrazol-4-yl]propionate

HRID 350281노트

반응식

HRID 350281 반응식
[OH:1][C:2]1[CH:26]=[CH:25][C:5]([CH2:6][N:7]2[CH:11]=[C:10]([CH2:12][CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:9]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[N:8]2)=[CH:4][CH:3]=1.Cl[CH2:28][C:29]1[N:33]([CH3:34])[C:32]2[CH:35]=[CH:36][CH:37]=[CH:38][C:31]=2[N:30]=1.C(=O)([O-])[O-].[K+].[K+].CN(C)C=O>O>[CH3:34][N:33]1[C:32]2[CH:35]=[CH:36][CH:37]=[CH:38][C:31]=2[N:30]=[C:29]1[CH2:28][O:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]2[CH:11]=[C:10]([CH2:12][CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:9]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[N:8]2)=[CH:25][CH:26]=1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 2480442-(Chloromethyl)-1-methylbenzimidazoleHCID 23024792ethyl 3-[1-(4-hydroxybenzyl)-3-phenyl-1H-pyrazol-4-yl]propionate

생성물 1

HCID 69420954ethyl 3-[1-[4-(1-methyl-1H-benzimidazol-2-ylmethoxy)benzyl]-3-phenyl-1H-pyrazol-4-yl]propionate수율 85%

시약·촉매·용매 1

HCID 962Water용매

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온도
80 °C

실험 절차

A mixture of ethyl 3-[1-(4-hydroxybenzyl)-3-phenyl-1H-pyrazol-4-yl]propionate (460 mg), 2-chloromethyl-1-methyl-1H-benzimidazole (250 mg), potassium carbonate (360 mg) and N,N-dimethylformamide (15 ml) was stirred at 80° C. for 5 hours. The reaction mixture was poured into water, and extracted with ethyl acetate. The ethyl acetate layer was washed with saturated aqueous sodium chloride solution, dried (MgSO4) and concentrated. The residue was subjected to silica gel column chromatography to obtain ethyl 3-[1-[4-(1-methyl-1H-benzimidazol-2-ylmethoxy)benzyl]-3-phenyl-1H-pyrazol-4-yl]propionate (550 mg, yield: 85%) as a colorless oily substance from the fraction eluted with ethyl acetate-hexane (2:1, volume ratio).

후처리

  1. extractionextracted with ethyl acetate
  2. washThe ethyl acetate layer was washed with saturated aqueous sodium chloride solution
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-be5a4ff79b06452b9f6a0f02c3fc5949
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07179823B1

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